Various 1-phenylbut-3-enylidenes,(Ph) CCR2CH CHR', were generated thermally and photolytically from tosylhydrazone (diazo) precursors. 1, 2-Vinyl shifts, leading to 1, 3- dienes, R'CH CHC (Ph) CR2, were found to predominate over γ-CH insertion (R= Me) and to compete with 1, 2-H shifts (R= H). Intramolecular addition to the double bond was detected in the case of R= R'= Me. The resulting bicyclobutane is thermally stable and does not ...
[Grimmer, Neil E.; Coville, Neil J.; De Koning, Charles B.; Smith, Jeremy M.; Cook, Leanne M. Journal of Organometallic Chemistry, 2000 , vol. 616, # 1-2 p. 112 - 127]
